反応 #2275712

反応方程式

HCl

[(4-(4-methyl-phenyl)pyridine-2-carbonyl)-amino]-acetic acid methyl ester

H2O

LiOH.H2O

→

desired compound

収率 12.0%

[(4-(4-Methyl-phenyl)pyridine-2-carbonyl)-amino]-acetic acid

収率 12.0%

溶媒

THF

反応条件

後処理

1. 1
   その他The solvents are removed under reduced pressure
2. 2
   workup.ADDITIONthe solid that remains is suspended in a mixture of THF
3. 3
   ろ過MeOH and filtered
4. 4
   濃縮The filtrate is concentrated under reduced pressure
5. 5
   その他the resulting solid is triturated with MeOH
6. 6
   ろ過collected by filtration

実験手順

To a solution of [(4-(4-methyl-phenyl)pyridine-2-carbonyl)-amino]-acetic acid methyl ester, 24, (0.092 g, 0.32 mmol) in THF (2 mL) at room temperature is added H2O (1 mL) and LiOH.H2O (0.027 g, 0.64 mmol). The reaction is stirred for 16 hours after which time the solution is acidified using 1M HCl. The solvents are removed under reduced pressure and the solid that remains is suspended in a mixture of THF: MeOH and filtered. The filtrate is concentrated under reduced pressure and the resulting solid is triturated with MeOH and collected by filtration to provide 0.012 g (12% yield) of the desired compound as a colorless solid. 1H NMR (250 MHz, MeOD) δ ppm 8.69 (1H, d, J=4.8 Hz), 8.38 (1H, s), 7.86 (1H, d, J=6.2 Hz), 7.72 (2H, d, J=8.1 Hz), 7.38 (1H, d, J=7.9 Hz), 4.21 (1H, s), 2.44 (2H, s). HPLC-MS: m/z 271 [M+H]+.

出典